CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12290 (10043)

Formula C₂₁H₂₀O₉

MW 416.38

InChIKey HKEAFJYKMMKDOR-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 53

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 9

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP -1.08

logP 0.3861

PSA 160.82

MR 104.585

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -310.35411

PM7_Total_Energy_ev -5506.16691

PM7_Electronic_Energy_ev -44037.02679

PM7_Dipole_Debye 4.64437

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.17

PM7_LUMO_Energy_ev -1.119

PM7_COSMO_Area_square_ang 389.75

PM7_COSMO_Volue_cubic_ang 454.65

PM7_Electron_Affinity_ev 1.119

PM7_Ionization_Energy_ev 9.17

PM7_Energy_Gap_ev 8.051

PM7_Global_Hardness_ev 4.0255

PM7_Global_Softness_ev 0.24841634579555336

PM7_Chemical_Potential_ev -5.1445

PM7_Electronigativity_ev 5.1445

PM7_Back_Donation_Energy_ev -1.006375

PM7_Electrophilicity_ev 3.287278629983853

OPENEYE_Name 7-hydroxy-3-(4-hydroxyphenyl)-8-[(2~{S},3~{R},4~{R},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]chromen-4-one

SMILES c1cc(ccc1c2coc3c(c2=O)ccc(c3C4C(C(C(C(O4)CO)O)O)O)O)O

Canonical_SMILES OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)ccc2c1occ(c2=O)c1ccc(cc1)O

InChI 1/C21H20O9/c22-7-14-17(26)18(27)19(28)21(30-14)15-13(24)6-5-11-16(25)12(8-29-20(11)15)9-1-3-10(23)4-2-9/h1-6,8,14,17-19,21-24,26-28H,7H2

InChI_3D 1S/C21H20O9/c22-7-14-17(26)18(27)19(28)21(30-14)15-13(24)6-5-11-16(25)12(8-29-20(11)15)9-1-3-10(23)4-2-9/h1-6,8,14,17-19,21-24,26-28H,7H2/t14-,17-,18+,19-,21+/m1/s1

AuxInfo 1/0/N:1,2,4,5,3,6,21,13,7,11,8,14,12,20,9,15,19,18,17,10,16,30,25,26,22,29,28,27,23,24/E:(1,2)(3,4)/rA:50cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;s1d2;s3;;d8s9;s4d5;s6d9;;s7d13;s8s14;s9;s16;s17;s18;s19;s20;d15;s10s13;s16s20;s11;s12;s17;s18;s19;s21;s1;s2;s3;s4;s5;s6;s13;s16;s17;s18;s19;s20;s21;s21;s25;s26;s27;s28;s29;s30;/rC:5.2067,-.0057,0;4.3352,-1.5059,0;.868,-.4978,0;6.0759,-.5106,0;5.2044,-2.0109,0;;4.3408,-.5059,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;6.0791,-1.5158,0;0,1.0057,0;3.4774,1.0034,0;3.4761,-.0036,0;2.6026,-.5032,0;.8674,3.2638,0;1.857,3.0876,0;2.4989,3.8545,0;2.1611,4.7958,0;1.1714,4.972,0;-.3392,5.8554,0;2.5999,-1.5032,0;2.6052,1.5109,0;.5196,4.2068,0;6.9438,-2.0181,0;-.8675,1.5031,0;3.3729,2.2131,0;4.0167,4.7256,0;2.1656,6.5458,0;-1.2025,6.3601,0;5.2073,.4943,0;3.9012,-1.7541,0;.8677,-.9978,0;6.5088,-.2605,0;5.2016,-2.5108,0;-.4327,-.2506,0;3.911,1.2524,0;.3752,3.1758,0;1.6857,2.6179,0;2.82,3.4713,0;2.6538,4.8809,0;1.3441,5.4412,0;-.5916,5.4237,0;-.0868,6.287,0;7.3775,-1.7692,0;-1.2998,1.2518,0;3.8058,2.4633,0;4.449,4.4745,0;2.5992,6.7947,0;-1.6369,6.1126,0;

Duplicates DB12290

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12290.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12290.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12290.sdf

Formula	C₂₁H₂₀O₉
MW	416.38
InChIKey	HKEAFJYKMMKDOR-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	53
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	9
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	-1.08
logP	0.3861
PSA	160.82
MR	104.585
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-310.35411
PM7_Total_Energy_ev	-5506.16691
PM7_Electronic_Energy_ev	-44037.02679
PM7_Dipole_Debye	4.64437
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.17
PM7_LUMO_Energy_ev	-1.119
PM7_COSMO_Area_square_ang	389.75
PM7_COSMO_Volue_cubic_ang	454.65
PM7_Electron_Affinity_ev	1.119
PM7_Ionization_Energy_ev	9.17
PM7_Energy_Gap_ev	8.051
PM7_Global_Hardness_ev	4.0255
PM7_Global_Softness_ev	0.24841634579555336
PM7_Chemical_Potential_ev	-5.1445
PM7_Electronigativity_ev	5.1445
PM7_Back_Donation_Energy_ev	-1.006375
PM7_Electrophilicity_ev	3.287278629983853
OPENEYE_Name	7-hydroxy-3-(4-hydroxyphenyl)-8-[(2~{S},3~{R},4~{R},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]chromen-4-one
SMILES	c1cc(ccc1c2coc3c(c2=O)ccc(c3C4C(C(C(C(O4)CO)O)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)ccc2c1occ(c2=O)c1ccc(cc1)O
InChI	1/C21H20O9/c22-7-14-17(26)18(27)19(28)21(30-14)15-13(24)6-5-11-16(25)12(8-29-20(11)15)9-1-3-10(23)4-2-9/h1-6,8,14,17-19,21-24,26-28H,7H2
InChI_3D	1S/C21H20O9/c22-7-14-17(26)18(27)19(28)21(30-14)15-13(24)6-5-11-16(25)12(8-29-20(11)15)9-1-3-10(23)4-2-9/h1-6,8,14,17-19,21-24,26-28H,7H2/t14-,17-,18+,19-,21+/m1/s1
AuxInfo	1/0/N:1,2,4,5,3,6,21,13,7,11,8,14,12,20,9,15,19,18,17,10,16,30,25,26,22,29,28,27,23,24/E:(1,2)(3,4)/rA:50cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;s1d2;s3;;d8s9;s4d5;s6d9;;s7d13;s8s14;s9;s16;s17;s18;s19;s20;d15;s10s13;s16s20;s11;s12;s17;s18;s19;s21;s1;s2;s3;s4;s5;s6;s13;s16;s17;s18;s19;s20;s21;s21;s25;s26;s27;s28;s29;s30;/rC:5.2067,-.0057,0;4.3352,-1.5059,0;.868,-.4978,0;6.0759,-.5106,0;5.2044,-2.0109,0;;4.3408,-.5059,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;6.0791,-1.5158,0;0,1.0057,0;3.4774,1.0034,0;3.4761,-.0036,0;2.6026,-.5032,0;.8674,3.2638,0;1.857,3.0876,0;2.4989,3.8545,0;2.1611,4.7958,0;1.1714,4.972,0;-.3392,5.8554,0;2.5999,-1.5032,0;2.6052,1.5109,0;.5196,4.2068,0;6.9438,-2.0181,0;-.8675,1.5031,0;3.3729,2.2131,0;4.0167,4.7256,0;2.1656,6.5458,0;-1.2025,6.3601,0;5.2073,.4943,0;3.9012,-1.7541,0;.8677,-.9978,0;6.5088,-.2605,0;5.2016,-2.5108,0;-.4327,-.2506,0;3.911,1.2524,0;.3752,3.1758,0;1.6857,2.6179,0;2.82,3.4713,0;2.6538,4.8809,0;1.3441,5.4412,0;-.5916,5.4237,0;-.0868,6.287,0;7.3775,-1.7692,0;-1.2998,1.2518,0;3.8058,2.4633,0;4.449,4.4745,0;2.5992,6.7947,0;-1.6369,6.1126,0;
Duplicates	DB12290
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12290.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12290.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12290.sdf